Bucetin

Names

[ Name ]:
Bucetin

[Synonym ]:
N-(4-ethoxyphenyl)-3-hydroxybutanamide
N-(3-Hydroxybutyryl)-p-phenetidine
3-Hydroxy-p-butyrophenetidide (N-(4-Ethoxyphenyl)-3-hydroxybutanamide
MFCD00021906
3-Hydroxy-p-butyrophenetidine
4'-Ethoxy-3-hydroxybutyranilide
Bucetin

Biological Activity

[Description]:

Bucetin (3-Hydroxy-p-butyrophenetidide) is an analgesic and antipyretic compound.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Others

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.151g/cm3

[ Boiling Point ]:
433.5ºC at 760 mmHg

[ Melting Point ]:
160ºC

[ Molecular Formula ]:
C₁₂H₁₇NO₃

[ Molecular Weight ]:
223.26800

[ Flash Point ]:
216ºC

[ Exact Mass ]:
223.12100

[ PSA ]:
58.56000

[ LogP ]:
1.86770

[ Vapour Pressure ]:
2.77E-08mmHg at 25°C

[ Index of Refraction ]:
1.558

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EU0900000

CHEMICAL NAME :: p-Butyrophenetidide, 3-hydroxy-

CAS REGISTRY NUMBER :: 1083-57-4

BEILSTEIN REFERENCE NO. :: 2725755

LAST UPDATED :: 199701

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C12-H17-N-O3

MOLECULAR WEIGHT :: 223.30

WISWESSER LINE NOTATION :: Q3VMR DO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 790 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 958 gm/kg/76W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 479 gm/kg/76W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 2 umol/plate

REFERENCE :: CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 33,2877,1985

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H312-H332-H350

[ Precautionary Statements ]:
P201-P280-P308 + P313

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
T

[ Risk Phrases ]:
45-46-20/21/22

[ Safety Phrases ]:
53-22-36/37/39-45

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
EU0900000

[ HS Code ]:
2924299090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Carcinogenicity of bucetin in (C57BL/6 X C3H)F1 mice.

J. Natl. Cancer Inst. 79(5) , 1151-8, (1987)

The carcinogenicity of bucetin [(3-hydroxy-p-butyrophenetidide) CAS: 1083-57-4], an antipyretic analgesic drug, was examined in 300 (C57BL/6 X C3H)F1 mice. Groups of 50 mice of each sex were treated w...

Mechanism of metabolic activation of the analgetic bucetin to bacterial mutagens by hamster liver microsomes.

Chem. Pharm. Bull. 33(7) , 2877-85, (1985)

[Biopharmaceutical studies of drugs. III. Serum concentration level of o-ethoxybenzamide and N-(beta-hydroxybutyryl)-p-phenetidine after simultaneous administration to rabbit (author's transl)].

Yakugaku Zasshi 101(6) , 556-66, (1981)

Related Compounds

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